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Isocyanide-Based Multicomponent Reactions of Free Phenylboronic Acids.

ABSTRACT: Boronic acids are amongst the most useful synthetic intermediates, frequently used by modern drug design. However, their access and fast synthesis of libraries are often problematic. We present a methodology on the synthesis of drug-like scaffolds via IMCRs with unprotected phenylboronic acids. To demonstrate an application of our approach, we also performed one-pot Suzuki couplings on the primary MCR scaffolds. Moreover, we performed a thorough data-mining of the Cambridge Structural Database, revealing interesting geometrical features.

SUBMITTER: Neochoritis CG

PROVIDER: S-EPMC8112803 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Isocyanide-Based Multicomponent Reactions of Free Phenylboronic Acids.

Neochoritis Constantinos G CG Zarganes-Tzitzikas Tryfon T Novotná Michaela M Mitríková Tatiana T Wang Zefeng Z Kurpiewska Katarzyna K Kalinowska-Tłuścik Justyna J Dömling Alexander A

European journal of chemistry (Print) 20190815 35

Boronic acids are amongst the most useful synthetic intermediates, frequently used by modern drug design. However, their access and fast synthesis of libraries are often problematic. We present a methodology on the synthesis of drug-like scaffolds via IMCRs with unprotected phenylboronic acids. To demonstrate an application of our approach, we also performed one-pot Suzuki couplings on the primary MCR scaffolds. Moreover, we performed a thorough data-mining of the Cambridge Structural Database, ...[more]

PMID: 33981465

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